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Water → 1-(4-Chloro-butyl)-5-methyl-4-pyridin-3-yl-1H-pyrimidin-2-one

HRID 1514410
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HRID 1514410 반응식
[CH3:1][C:2]1[C:3]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.[H-].[Na+].Br[CH2:18][CH2:19][CH2:20][CH2:21][Cl:22].O>CS(C)=O>[Cl:22][CH2:21][CH2:20][CH2:19][CH2:18][N:6]1[CH:7]=[C:2]([CH3:1])[C:3]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:4][C:5]1=[O:8]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 813641-Bromo-4-chlorobutaneHCID 178430894HCID 178430894, 화합물

생성물 1

HCID 592427851-(4-Chloro-butyl)-5-methyl-4-pyridin-3-yl-1H-pyrimidin-2-one수율 68%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매
2회

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온도
60 °C

실험 절차

To a solution of 5-methyl-4-pyridin-3-yl-1H-pyrimidin-2-one (100 mg, 0.53 mmol) in DMSO (2 ml), 60% NaH (23 mg, 0.59 mmol) was added portionwise. After heating the mixture at 60° C. for 1 hour, 1-bromo-4-chloro-butane (100 mg, 0.59 mmol) dissolved in DMSO (0.8 ml) was added at 60° C. and the heating was maintained for further 2 hours. After cooling to room temperature, water was added and the mixture extracted with diethyl ether to remove the dialkylated product and finally with ethyl acetate. Ethyl acetate was washed with brine, dried (Na2SO4) and evaporated to afford 100 mg of the title compound as yellow oil (68% yield).

후처리

  1. additionwas added at 60° C.
  2. temperaturethe heating was maintained for further 2 hours
  3. temperatureAfter cooling to room temperature
  4. extractionthe mixture extracted with diethyl ether
  5. customto remove the dialkylated product
  6. washEthyl acetate was washed with brine
  7. dry with materialdried (Na2SO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-58f559364c1d420cb123878f1c915fee
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08222266B2

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